Monticello holiday homes

We found 25 holiday rentals — enter your dates for availability
Discover a selection of 19 homes and other holiday rentals in Monticello that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include a pool and a washer and dryer. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

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The friendly area of Monticello awaits your stay

Enjoy the wineries and other features of Monticello. This welcoming and trendy city entices travellers with its football games and coffee shops. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Monticello

Do you want to find attractions to visit during your stay? Venture out of your holiday home and check out everything that Monticello has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • SouthWood Golf Club (23.1 mi / 37.2 km)
  • Mike Martin Field at Dick Howser Stadium (26.8 mi / 43.1 km)
  • Sweet Grass Dairy Marketplace (21.2 mi / 34.2 km)
  • Hilaman Golf Course (24.1 mi / 38.7 km)
  • JoAnne Graf Field (26.8 mi / 43.1 km)
  • James Messer Sports Complex (28.6 mi / 46.1 km)

Exploring the natural features in Monticello

Whether you're an active traveller or just want to spend some time taking in the scenery, Monticello is a great place to get outside. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Apalachee Regional Park (18.7 mi / 30.1 km)
  • Alfred B. Maclay State Gardens (23.2 mi / 37.4 km)
  • Goodwood Museum and Gardens (23.8 mi / 38.3 km)
  • Lake Ella Park (25.1 mi / 40.4 km)
  • Cascades Park (25.6 mi / 41.2 km)
  • Optimist Park (24.5 mi / 39.4 km)

How to get to and around Monticello

Fly into Thomasville, GA (TVI-Thomasville Regional), the closest airport, located 24.4 mi (39.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Tallahassee, FL (TLH-Tallahassee Intl.), which is 30.1 mi (48.5 km) away.

Frequently asked questions

What is the best area to stay in Monticello when booking a holiday rental?
When considering a holiday rental in Monticello, Florida, a popular area to stay is near the historic downtown. This charming neighbourhood offers a delightful mix of local shops, cafes, and restaurants, allowing visitors to experience the town's unique character. A popular attraction in this area is the Monticello Opera House, a beautifully restored venue that hosts various performances and events throughout the year, providing a glimpse into the local culture and history.Another appealing option is to stay near the nearby Aucilla River, which offers stunning natural scenery and opportunities for outdoor activities such as fishing and kayaking. This area is particularly well-suited for nature enthusiasts looking to enjoy the tranquillity of Florida's landscapes.While the number of holiday rental properties in Monticello is not extensive, there are enough options to cater to different preferences, whether you're looking for a quaint cottage or a more spacious family home.
What is the most popular type of holiday rental accomodation in Monticello?
In Monticello, holiday houses are the most popular type of holiday rental, with around 33 available throughout the area. These houses typically offer spacious layouts, multiple bedrooms, fully equipped kitchens, and often feature outdoor spaces such as patios or gardens, making them ideal for families or groups. In addition to holiday houses, several cottages and mobile homes are also available, providing a variety of options for those seeking a more rustic or compact stay.
Are there any family house rentals in Monticello?
In Monticello, Florida, there are a number of family-friendly house rentals available, with around eleven options to choose from. This charming town, known for its historical architecture and scenic surroundings, offers homes that cater well to families. Many properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and enjoy the fresh air.Visitors can find amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay. The area is also close to various parks and recreational spots, providing opportunities for outdoor activities and family outings.
Can I rent a holiday home with a pool or hot tub in Monticello?
In Monticello, Florida, there are several holiday homes available for rent that feature pools and hot tubs. This charming town, known for its historic architecture and lush landscapes, offers a tranquil setting for a getaway. Many of the rentals come equipped with private pools and hot tubs, providing a great space for relaxation and leisure. Additionally, travellers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor patios or decks, ideal for enjoying the pleasant Florida weather.
Are there pet-friendly house rentals in Monticello?
In Monticello, Florida, there are several pet-friendly house rentals available, making it a great choice for travellers looking to bring their furry companions along. Many of these properties feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, providing a cozy feel for families or groups.The area is known for its charming old-town feel, with local parks and recreational areas that welcome pets, allowing for enjoyable walks and outdoor activities. Monticello's proximity to larger natural spaces also offers opportunities for hiking and exploring the beautiful Florida landscape with pets.
Are there any remote work holiday rentals in Monticello?
In Monticello, Florida, there are a number of remote work-friendly holiday rentals available, with around 39 options to choose from. Many of these properties are equipped with essential amenities for those looking to combine work and leisure, such as free Wi-Fi, dedicated workspaces including desk and chair setups, and comfortable living areas conducive to productivity.The area itself is rich in natural beauty, with nearby attractions like the Aucilla River and the scenic landscapes of the Apalachicola National Forest offering opportunities for outdoor activities during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Monticello?
In Monticello, popular holiday rental amenities include well-equipped kitchens, which allow guests to prepare their own meals. Many rentals also feature dedicated workspaces with desks and desk chairs, suiting those who may need to work remotely during their stay. Onsite parking is commonly available, making it convenient for travellers with vehicles. Additionally, most properties come with coffee and tea makers, ensuring guests can enjoy a warm beverage at their leisure.
When is the best time to visit Monticello for a holiday rental?
The best time to visit Monticello for a holiday rental is during the peak season from August to October, with September being particularly popular. This period attracts travellers who appreciate the warm, pleasant climate, great for exploring the charming town and its surrounding natural beauty. Expect daytime temperatures to hover between 25 to 30 degrees Celsius, creating ideal conditions for outdoor activities and sightseeing.September offers a vibrant setting, with local events and festivities that allow you to immerse yourself in the community's culture. The lush greenery and picturesque landscapes make it a fantastic time for hiking in nearby parks or enjoying leisurely strolls through the historic downtown area.If you're looking for a more budget-friendly option, consider visiting in December. This quieter month allows for a peaceful retreat, where you can enjoy the town's tranquil charm without the crowds. The milder weather can still be quite pleasant for outdoor activities, and you may find excellent deals on holiday rentals.Ultimately, the best time for your visit to Monticello will depend on whether you prefer the lively energy of the peak season or the serene atmosphere of the off-peak months.
What are the top attractions in Monticello?
In Monticello, Florida, visitors can enjoy a variety of attractions that highlight the town's historical charm and natural beauty. The Monticello Historic District features well-preserved antebellum architecture, offering a glimpse into the town's rich history. Key sites include the Jefferson County Courthouse, which is an iconic landmark, and the nearby Monticello Opera House, where local performances often take place.Nature enthusiasts can explore the nearby Aucilla River, providing opportunities for kayaking and fishing, while the surrounding forests offer trails for hiking and wildlife observation. The annual Monticello Watermelon Festival, held in the summer, is a local highlight, celebrating the region's agricultural heritage and featuring various festivities.
Are all fees included in the Monticello holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Monticello holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Monticello with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Monticello holiday homes?
You can find great discounts on holiday homes in Monticello on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Monticello holiday home booking on Bookabach?
To find Monticello holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Monticello?
A long-stay holiday home in Monticello is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Monticello holiday home?
Book your Monticello holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Monticello?
Prices for holiday homes in Monticello vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Monticello to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.